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Chapter 6: 57 P-b (page 331)

Question: Propose mechanisms to account for the observed products in the following reactions.

b)

Short Answer

Expert verified

b)

Step by step solution

01

Step 1:

The bromination reaction is the process by which one or more bromine atoms are added to a chemical. Halogination reaction includes bromination reactions. N-bromosuccinimide, also known as NBS (sourse of Br), is employed in this reaction as a reagent to aid in radical substitution.

A free radical is a molecule that lacks charge and has an unpaired electron. Free radicals are extremely reactive substances with a brief shelf life.

02

b)

The reagent NBS, which produces a bromine radical as a result, first undergoes radical production. (Refer:971371-6-57P-a)

Following that, a free radical is formed in the alkene, producing an allylic free radical as a byproduct. The potential mechanism to explain the observed products in the described reaction between an alkene and NBS is presented.

03

Step 3:

The resonance of the allylic radical results in the formation of two products by the specified reactants. Due to the homoannular nature of the double bond, the product with the red shade is the main product.

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Most popular questions from this chapter

Kepone, aldrin, and chlordane are synthesized from hexachlorocyclopentadiene and other five-membered ring compounds. Show how these three pesticides are composed of two five-membered rings.

When water is shaken with hexane, the two liquids separate into two phases. Which compound is present in the top phase, and which is present in the bottom phase? When water is shaken with chloroform, a similar two-phase system results. Again, which compound is present in each phase? Explain the difference in the two experiments. What do you expect to happen when water is shaken with ethanol (CH3CH2OH)?

Predict the major product of the following reaction, and give a mechanism to support your prediction.

Classify each compound as an alkyl halide, a vinyl halide, or an aryl halide.

(a) (CH3)3CF

(b) CH3CHCBrCH3

(c) CH3CF3

(d)

(e)

(f)

Give two syntheses for (CH3)2CH-OCH3, and explain which synthesis is better.
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